2835-58-7Relevant articles and documents
A non-nucleoside triphosphate for powering kinesin-microtubule motility with photo-tunable velocity
Perur, Nishad,Yahara, Masao,Kamei, Takashi,Tamaoki, Nobuyuki
, p. 9935 - 9937 (2013)
Three non-nucleoside triphosphates, one containing an azobenzene moiety, power a kinesin-microtubule system with high motile activity, with an observed maximum velocity of almost half of that obtained with ATP. The cis-trans photoisomerization of the azobenzene unit allows reversible and repeated control over the motile properties of kinesin.
Possibility of the Intarmolecularity of Triazene Rearrangement
Ogata, Yoshiro,Nakagawa, Yoshiaki,Inaishi, Morio
, p. 2853 - 2854 (1981)
The mechanism for the ortho-rearrangement of diaryltriazenes still remains equivocal.An interesting result suggesting an intramolecular nature of the triazene rearrangement was obtained on the basis of the effect of concentration of added N,N-dimethylaniline in the ortho-rearrangement of 1,3-bis(4-methylphenyl)triazene (1).The ortho/para ratio for the rearrangement of 1,3-diphenyltriazene (4) tends to increase with an increase of the viscosity.The results are discussed on the basis of increasing nucleophilicity of free amine by H-bonding with dimethylaniline and favoring ortho-migratrion with viscosity, respectively.
Cannabinoid receptor light-operated ligand and preparation method and application thereof
-
, (2021/01/24)
The invention relates to the technical field of biology, in particular to a novel cannabinoid receptor light-operated ligand and a preparation method and application thereof. Disclosed is the cannabinoid receptor light-operated ligand or the isomer prodrug, the solvate and the pharmaceutically acceptable salt of the cannabinoid receptor light-operated ligand, wherein the structural formula of thecannabinoid receptor light-operated ligand is A-linker-B; A is a transmembrane domain ligand structure, and B is a light-operated element; Linker is a subunit which is linear and has no activity on acannabinoid receptor light-operated ligand. According to the invention, the cannabinoid receptor ligand is integrated with azobenzene through a proper connector, so that the ligand configuration is changed under an illumination condition, and the activation or inhibition state of the cannabinoid receptor is regulated and controlled.
Cu(I)/KOH-Promoted Condensation between o-Arylenediamines and Nitroarenes to Access 2-Aryl-2H-Benzotriazoles
Li, Hong-Chen,Gao, Wen-Xia,Huang, Xiao-Bo,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue
supporting information, p. 2847 - 2851 (2020/06/02)
Reported is the condensation between o-arylenediamines and nitroarenes enabled by a cooperative action of acid and base, providing a direct entry to 2-aryl-2H-benzotriazoles. The potential practicability of this methodology was demonstrated by 100 mmol-scale reactions and the synthesis of serotonin/dopamine receptor ligand and human growth hormone. (Figure presented.).
Palladium-catalyzed annulation of 2-(aryldiazenyl) aniline with dimethyl sulfoxide to access N-aryl-1H-benzo[d]imidazol-1-amine
Wang, Hepan,Sun, Song,Cheng, Jiang
supporting information, p. 3875 - 3878 (2017/09/15)
A palladium-catalyzed annulation of 2-(aryldiazenyl) aniline and dimethyl sulfoxide was developed to access N-aryl-1H-benzo[d]imidazol-1-amine in moderate to good yields. Activated by 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO), DMSO served as a “[dbnd]CH[sbnd]” fragment during this procedure. It represents a facile pathway leading to benzimidazoles.
Light-Controlled Histone Deacetylase (HDAC) Inhibitors: Towards Photopharmacological Chemotherapy
Szymanski, Wiktor,Ourailidou, Maria E.,Velema, Willem A.,Dekker, Frank J.,Feringa, Ben L.
supporting information, p. 16517 - 16524 (2015/11/09)
Cancer treatment suffers from limitations that have a major impact on the patient's quality of life and survival. In the case of chemotherapy, the systemic distribution of cytotoxic drugs reduces their efficacy and causes severe side effects due to nonselective toxicity. Photopharmacology allows a novel approach to address these problems because it employs external, local activation of chemotherapeutic agents by using light. The development of photoswitchable histone deacetylase (HDAC) inhibitors as potential antitumor agents is reported herein. Analogues of the clinically used chemotherapeutic agents vorinostat, panobinostat, and belinostat were designed with a photoswitchable azobenzene moiety incorporated into their structure. The most promising compound exhibits high inhibitory potency in the thermodynamically less stable cis form and a significantly lower activity for the trans form, both in terms of HDAC activity and proliferation of HeLa cells. This approach offers a clear prospect towards local photoactivation of HDAC inhibition to avoid severe side effects in chemotherapy.
Bipyridyl-substituted benzo[1,2,3]triazoles as a thermally stable electron transporting material for organic light-emitting devices
Ichikawa, Musubu,Mochizuki, Shunji,Jeon, Hyeon-Gu,Hayashi, Shuichi,Yokoyama, Norimasa,Taniguchi, Yoshio
experimental part, p. 11791 - 11799 (2011/10/31)
We developed new electron-transporting materials (ETMs) for organic light-emitting devices (OLEDs) based on benzo[1,2,3]triazole and two bipyridines. Four derivatives based on the same skeleton were synthesized with four different substituents: phenyl (BpyBTAZ-Ph), biphenyl (-BP), m-terphenyl (-mTP), and o-terphenyl (-oTP). These BpyBTAZ compounds have good thermal stabilities, and their decomposition temperatures were greater than 410 °C, which is significantly higher than that of tris(8-quinolinolato)aluminium (Alq), the conventional OLED material. BpyBTAZ compounds show preferable amorphous nature, and moreover, the glass transition temperatures (Tgs) of both BpyBTAZ-TP compounds exceed 100 °C. Furthermore, BpyBTAZ-BP exhibits no melting point and is fully amorphous. The electron affinities of the materials are as large as 3.3 eV and their electron mobility is sufficiently high. These characteristics accounted for a reduction in the operational voltage of OLEDs with BpyBTAZ compounds compared with the reference device with Alq as an ETM. Specifically, the electron mobility of all the BpyBTAZ compounds exceeds 1 × 10-4 cm2 V-1 s-1 at an electric field of 1 MV cm-1. In addition, it was revealed that both BpyBTAZ-TP-based devices showed longer luminous lifetimes and smaller voltage increases during continuous operation at 50 mA cm-2, compared with the Alq reference device. The Royal Society of Chemistry 2011.
Fast synthesis of hydrazine and Azo derivatives by oxidation of rare-earth-metal-nitrogen bonds
Zhang, Lijun,Xia, Jing,Li, Qinghai,Li, Xihong,Wang, Shaowu
scheme or table, p. 375 - 378 (2011/03/21)
A novel N-N coupling reaction was developed through the oxidation of rare-earth-metal-nitrogen bonds produced by treatment of the easily available rare-earth-metal amides [(Me3Si)2N]3RE(μ-Cl) Li(THF)3 with aromatic primary or secondary amines. The reaction provides the symmetrical or unsymmetrical azo compounds and hydrazine derivatives in good to high yields within a very short time under mild conditions.
Syntheses and properties of 1-methyl-3-phenylaminobenzimidazolium salts, models of DNA adducts of N7-arylaminodeoxyguanosinium salt
Kaiya,Fujiwara,Kohda
, p. 993 - 1001 (2007/10/03)
When arylaminating carcinogens are administered to cells, they mainly generate the C8-arylamino-2'-deoxyguanosine adduct in DNA. A mechanism for this was proposed in which N7-arylaminated 2'-deoxyguanosine acts as an intermediate; however, it remained unclear whether this is actually the case. To elucidate the mechanisms involved in the generation of this adduct, a series of 5-substituted 1-methylbenzimidazole derivatives were used as models of the imidazole moiety of 2'-deoxyguanosine. Syntheses of a series of 5-substituted (CH3, H, F, CF3, or NO2) 1-methyl-3-phenylaminobenzimidazolium salts (7) and their related compounds were carried out, and the chemical characteristics of these products were examined. Heating compound 7 at 80 °C for 48 h in H2O/MeOH provided 5-substituted 1-methyl-2-oxo-2,3-dihydrobenzimidazoles but only when this compound contained a CF3 or NO2 substituent. Compound 7 decomposed in alkaline media, and its rate of decomposition increased when this compound had a stronger electron-withdrawing substituent. The product obtained under these conditions was 4-substituted N1-methyl-2-phenylazoaniline. On the other hand, when 1-methyl-3-(4-nitrophenylamino)benzimidazolium salt was treated under the same conditions as described above, it generated a demethylated product, 1-(4-nitrophenylamino)benzimidazole, when heated in H2O/MeOH and N1-formyl-N1-methyl-2-phenylazoaniline when treated in alkaline media. When the chemical characteristics of 3-phenylamino and 3-amino groups were compared using 3-substituted 1-methyl-5-(trifluoromethyl)benzimidazoles, the 3-phenylamino derivative was found to be more reactive.
PHOTOCHEMISTRY OF 1,3-DIPHENYLTRIAZENE IN VARIOUS MEDIA. I: PHOTOLYSIS IN LIQUID SOLUTIONS.
Baro,Dudek,Luther,Troe
, p. 1155 - 1161 (2007/10/02)
1,3-Diphenyltriazene has been irradiated at 360 nm in various liquid solutions. Reversible trans-cis photoisomerization has been detected in solvents which do not form hydrogen bonds. Irreversible photolysis is observed with an appreciable amount of cage recombination products in all solvents. This reaction is well suited for a study in solid environments.
